Simsbury CT Historical Real Estate, Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 24193123 MLS

The beautiful 4.36-acre West Simsbury property offers a rare blend of natural privacy and suburban convenience. Nestled in a lush landscape, this home features a stunning, renovated eat-in Kitchen with a huge island, granite counters, double ovens, two sinks, and lux soft-close wood cabinets. It flows seamlessly into a cathedral-ceilinged Family Room centered around a brick fireplace with a cozy wood-stove insert. For formal gatherings, the adjacent Dining Room is an ideal space with access to the backyard deck via sliding glass doors. The main level of the home provides exceptional function, featuring a classic front-to-back Living Room with a 2nd fireplace, a dedicated private Office, a convenient Laundry Room and a half Bath. Upstairs, the Primary Suite has a full Bath, accompanied by two additional Bedrooms and a hall full Bath. Expanding the home's footprint, the partially finished basement adds 366sf of flexible living area divided between two versatile rooms, perfect for a media room, office or gym. Low maintenance vinyl siding and windows, central A/C, hardwood flooring, a paver front walk, a two-car garage and an extra large driveway provide modern essentials. Two large outdoor sheds, including one with a garage door, offer ample storage space. Enjoy Simsbury's historic center's coffee shops, shopping and valley beauty. Simsbury Farms Recreation Center is close by offering golf, seasonal sports and activities for all ages. Prof. photos 8/4.

112 Hedgehog Ln, Simsbury

$435,000

4 Beds ⋅ 2 Baths ⋅ 24195066 MLS

Opportunity awaits! This adorable and spacious home is located in a quiet, walkable neighborhood, with a large level yard and in close proximity to biking/walking trails, as well as local shops & restaurants. The entire home has been freshly painted and is move-in ready for it's new owners. The great room features vaulted ceilings, a wood burning stove, exposed beams and plenty of natural light. It's the perfect place to entertain large parties or enjoy a quiet night in. Many improvements have been made to the home including 3 mini split systems that cool the whole house, a new oil tank, and a new indirect hot water heater. The driveway was also recently paved. Come see it today before it's gone!

22 Willard St, Simsbury

$499,900

3 Beds ⋅ 3 Baths ⋅ 24193852 MLS

Location, location, location! Welcome to this charming New England Cape-style home! Featuring 3 bedrooms - including a convenient first-floor primary bedroom suite - and 2.1 updated bathrooms, this home is ready for comfortable everyday living. The updated kitchen boasts granite countertops and stainless steel appliances and beautiful hardwood floors flow throughout. Stay cool with the new ductless AC system. The full finished basement provides flexible space for a home office or rec room. Step outside to the 17x40 Trex deck perfect for gatherings, a spacious 12x20 shed for extra storage. The detached 2-car garage features a workshop area and attic with additional storage space. Many updates including: 2026-new large window in the great room and new bay window in the living room, 2025-new ductless AC system, 2024- new water heater, 2020- trex deck, 2013- roof. There is a 200 amp electrical panel with a generator hookup and portable generator included. This home offers public water and expanding foam insulation has been added to every wall. Walk to Henry James Middle School and close to Central School, Simsbury downtown, parks, trails, local coffee spots, the Simsbury Flower Bridge and so much more, This home puts the best of the community right at your doorstep. Don't miss this opportunity to enjoy classic New England charm with today's conveniences!

26 Village Rd, Simsbury

$389,000

4 Beds ⋅ 3 Baths ⋅ 24192087 MLS

OFFRS BY SAT AUG 1 @ 12 NOON. 8 Valley View Dr, Simsbury * 4 BR, 2.1 BA * 0.93-acre lot * Public Water & Sewer * Hardwood floors * Walk to Latimer Lane School * Rails-to-Trails access * Welcome to this charming Simsbury split-level offering classic appeal, a spacious level backyard, & several important updates. Located around the corner from Latimer Lane Elementary School & Rails-to-Trails entry/access, this 4 bedroom, 2 full and 1 half bath home offers an amazing location & flexible layout with room to personalize. Original owners = pride of ownership here! Newly refinished hardwood floors throughout the main and upper levels and brand new professionally installed carpeting in the lower level add a fresh feel throughout the home. The vaulted living room features a wood stove and a welcoming gathering space, while the large family room provides easy walkout access to the backyard and convenient entry from the attached two-car garage. Additional highlights include a primary BR with walk-in closet and full en-suite bath, central air, a whole-house generator, a newer Roth oil tank, and a 2018 Thermopride furnace. Set on 0.93 acres with a spacious level backyard & beautiful bluestone walkway, this home combines curb appeal and A+ location with thoughtful updates and a comfortable floor plan. Tucked in a quiet neighborhood setting, 8 Valley View offers opportunites for walking, biking, and outdoor recreation; a quick walk to Latimer school, fields, playground, & a quick

8 Valley View Dr, Simsbury

$299,000

2 Baths ⋅ 24193036 MLS

Steeped in history and overlooking the picturesque Tariffville Green for more than a century, this charming antique Colonial offers a rare combination of character and exceptional versatility. Due to the property's unique zoning, the possibilities are endless-create a charming single-family home, convert it to a two-family residence by adding a kitchen to the main level, enjoy multi-generational living with an in-law suite, or take advantage of the property's commercial potential. The upper level is currently configured as a comfortable apartment featuring a spacious eat-in kitchen, two bedrooms, a full bath with tub and shower, and a partially finished walk-up attic offering additional space or future expansion possibilities. The main level offers three large, sun-filled rooms and a full bath with a step-in shower, providing flexible space for living, working, or a business opportunity. The basement includes laundry and ample storage, while outside you'll appreciate off-street parking for 5-6 vehicles-a valuable amenity in this desirable village setting. Just steps from the heart of Tariffville, you'll enjoy easy access to local restaurants, shops, parks, and community events. Whether you're searching for a distinctive home, an income-producing property, or a live/work opportunity, this one-of-a-kind property is ready for its next chapter.

38 Main St, Simsbury

$725,000

5 Beds ⋅ 4 Baths ⋅ 24193618 MLS

MAKE YOUR OFFER TODAY! BEST AND FINAL BY 8/2/26 BY 6PM! Perched atop the coveted Westledge ridgeline in West Simsbury, this custom-built ranch commands breathtaking panoramic "million-dollar" views across the Farmington Valley, with a peek-a-boo glimpse of the Hartford skyline. Set on more than 7.5 private acres this extraordinary property offers a front-row seat to spectacular sunrises, ever-changing weather patterns, and seasonal bird migrations from its elevated setting. A circular driveway welcomes you to over 4,600 square feet of thoughtfully designed living space on two expansive levels. The updated kitchen features granite countertops, a center island, pantry, skylight, and a distinctive octagonal dining area. The formal dining room is ideal for entertaining & flows into the inviting living room, with a fireplace, custom built-ins, & sliders to an airy sunroom overlooking the rolling landscape. The main level's generous primary suite has a sitting & dressing area, walk-in closet, & full bath. 2 additional bedrms share a full bath, while a mudrm, laundry & powder rm complete the 1st floor. The impressive walkout lower level is filled w/natural light from oversized daylight windows and expands the home's living space with 2 additional bedrms, a family room w/ fireplace & built-ins, a private study, and large recreation area. Beneath the rec room floor lies a former indoor pool, presenting intriguing possibilites for restoration. A rare opportunity awaits! SOLD AS IS

184 Westledge Rd, Simsbury

$469,900

4 Beds ⋅ 3 Baths ⋅ 24179612 MLS

Welcome to 86 Simsbury Manor, a warm, move-in ready home where comfort, thoughtful updates, and everyday convenience come together beautifully. This inviting residence offers 4 bedrooms, 2 1/2 baths, a spacious 2-car garage, central air, public water, a generator, and a comfortable layout designed for both daily living and entertaining. Inside, you'll find an updated kitchen with a breakfast bar, stainless steel appliances, granite countertops, and ample cabinetry, along with hardwood floors and a freshly painted interior that create a bright, welcoming feel. The main level flows easily between the kitchen, dining room, and living room, while the primary suite provides its own full bath for added comfort and privacy. The finished lower level expands the living space with a large family room accented by a fireplace with stove, a convenient laundry area, and a half bath-ideal for relaxing, working, or creating a quiet retreat. Enjoy the outdoors from the deck overlooking the fenced-in level yard, or the above-ground pool, perfect for summer enjoyment, while the stone front entry and steps add standout curb appeal. Located near the popular Farmington Valley Greenway walking trails, shopping, schools, restaurants and parks, this home offers the best of suburban living with peace of mind from major recent improvements, including a new roof (2026), a new septic system with tank and leaching fields (2015), and a Roth double-lined oil tank. With its thoughtful upgrades, and flexible

86 Simsbury Manor Dr, Simsbury

$299,000

2 Baths ⋅ 24192818 MLS

Steeped in history and overlooking the picturesque Tariffville Green for more than a century, this charming antique Colonial offers a rare combination of character and exceptional versatility. Due to the property's unique zoning, the possibilities are endless-create a charming single-family home, convert it to a two-family residence by adding a kitchen to the main level, enjoy multi-generational living with an in-law suite, or take advantage of the property's commercial potential. The upper level is currently configured as a comfortable apartment featuring a spacious eat-in kitchen, two bedrooms, a full bath with tub and shower, and a partially finished walk-up attic offering additional space or future expansion possibilities. The main level offers three large, sun-filled rooms and a full bath with a step-in shower, providing flexible space for living, working, or a business opportunity. The basement includes laundry and ample storage, while outside you'll appreciate off-street parking for 5-6 vehicles-a valuable amenity in this desirable village setting. Just steps from the heart of Tariffville, you'll enjoy easy access to local restaurants, shops, parks, and community events. Whether you're searching for a distinctive home, an income-producing property, or a live/work opportunity, this one-of-a-kind property is ready for its next chapter.

38 Main St, Simsbury

$327,000

3 Beds ⋅ 2 Baths ⋅ 24192623 MLS

Step into the charm of this delightful 1914 home, ideally situated in the heart of Simsbury. Enjoy the best of both worlds-quaint, comfortable living within walking distance of downtown shops, eateries, and bus lines, plus easy access for commuting. This neutral and inviting home features three bedrooms, one-and-a-half baths, public utilities, all new kitchen appliances (2026) and not one but two covered porches-perfect for morning coffee, reading, or simply relaxing outdoors. A NEW ROOF will be installed prior to closing, offering added peace of mind. A rare opportunity at this price point in one of Simsbury's most convenient locations!

10 Middle Ln, Simsbury

$589,900

3 Beds ⋅ 4 Baths ⋅ 24189412 MLS

A+ location and curb appeal! This clean and bright, classic colonial in southern Simsbury is near everything you need and sits on a gorgeous .98 acre, cleared and sunny lot! Updated completely, painted in soft neutrals and flooded with natural light through insulated windows, it's infused with the light and breezy, modern feel we're all craving! Both gracious and hip, the open floor plan showcases a spectacularly updated eat-in kitchen with white cabinetry, loads of prep space on white quartz counters & a John Boos butcher block island. A deep rectangular stainless sink makes clean-up a breeze and large windows offer a clear view of the private, level backyard. Spacious living room is a hub with windows on 3 sides and a lovely fireplace. Gleaming hardwood floors throughout (except in LL): maple flooring on 1st floor (2018) and refinished oak on 2nd floor. Primary bedroom has updated bath and walk-up access to attic storage. Two additional bedrooms share an updated bath. Versatile and charming with its original paneling, the bright lower level walk-out is on its own heating zone and has a full bath - great as a rec room, office, or 4th bedroom (fireplace not operational). It opens to a wonderfully private 400 s.f. patio that's perfect for entertaining. Lovely raised bed gardening area for fresh veggies & flowers! Fogged windows (3) will be replaced before closing. Boiler is 2008, public water & sewer, Latimer Lane district. Don't miss this move-in ready gem

4 Lincoln Ln, Simsbury

$695,000

4 Beds ⋅ 3 Baths ⋅ 24190964 MLS

Spacious home located in a wonderful area! Great floor plan with large freshly landscaped yard and patio. Public water and sewer. Extensive interior and exterior updates, move in ready!

28 Crestwood Rd, Simsbury

$414,500

4 Beds ⋅ 2 Baths ⋅ 24189671 MLS

Welcome to this charming 4 Bedroom, 2 FBath home, ideally situated on a picturesque road in the heart of Simsbury. The spacious eat-in kitchen features a large bay window that fills the space with abundant natural light. The inviting living room offers hardwood flooring and a cozy fireplace, flowing seamlessly into the expansive family room with a second fireplace and door leading to the deck overlooking the large, private backyard. The thoughtfully designed layout includes two bedrooms and one full bathroom on each level, providing exceptional flexibility for a variety of living arrangements. Additional updates include a new hot water heater (2025) and a new roof (2020). Home is being sold "As Is." PLS SUBMIT HIGHEST & BEST OFFERS BY NOON ON SUNDAY, JULY 12th

20 Laurel Dr, Simsbury

$649,000

4 Beds ⋅ 3 Baths ⋅ 24188859 MLS

Classic Colonial nestled on a private, beautifully landscaped one-acre lot in a highly desirable neighborhood, just minutes from Route 44 shopping, dining, and commuter routes. The timeless white and brick exterior creates an inviting first impression, while the expansive deck offers the perfect setting for relaxing in a backyard oasis. Inside, rich hardwood floors flow throughout the home, leading to a stunning remodeled kitchen that is sure to impress. Featuring quartz countertops, island w/breakfast bar, updated appliances, and upscale lighting, this space is designed for both everyday living and effortless entertaining. The kitchen opens seamlessly to a sun-filled dining room & an inviting living room with a fireplace & custom built-ins, creating a wonderful flow for gatherings. A warm family room offers a second fireplace, bow window, & additional built-ins, providing the perfect place to unwind. A convenient mudroom with laundry and a half bath complete the main level. Upstairs, the spacious primary suite features a private full bath and multiple closets. Three additional bedrms share a well-appointed full bath. The walkout lower level expands the living space with daylight windows, a third fireplace, and endless possibilities for a recreation, home gym, or media. Recent updates provide peace of mind, including a roof and gutters (3 years), updated electrical panel & service, well & components 7 yrs. Welcome to Simsbury's fine dining, educational & cultural scene!

6 Eastview Dr, Simsbury

$385,000

3 Beds ⋅ 1 Baths ⋅ 24188736 MLS

Incredible! This beautiful, move in ranch boasts 3 bedrooms, open floor living and dining rooms, nice kitchen, formal dining room. Great energy saver with its fully paid off solar panel, new insulation, new siding, new water heather tank, new roof. The full, partially finished basement can be nicely completed into an in-law apartment. Nestled on a tranquil 0.41 acre lot where you can enjoy the charming songs of the birds in the trees. A real place of happiness!

29 Barry Ln, Simsbury

$399,900

2 Beds ⋅ 2 Baths ⋅ 24189003 MLS

Don't miss this charming cape set on a lovely lot in a wonderful location only two-miles from Simsbury center. You will love the open floor plan and front-to-back living room with gas fireplace, hardwood flooring and abundant natural light. Beautiful kitchen with granite counters, plenty of cabinet space and spacious dining area. Inviting main level family room with cathedral ceiling, convenient built-ins and French doors to the private deck. Spacious bedrooms and updated baths. Enjoy additional living space in the finished walk out lower level perfect for a home office, recreation room or possible third bedroom. Special features include hardwood flooring throughout, three-zone heating and a new boiler in 2018. Public water and sewer connected. Convenient attached garage. Outdoor space includes a relaxing deck with pergola, level backyard with privacy, plantings and garden shed. This great location is under one mile to Squadron Line School and Henry James Middle School. The new sidewalk project is underway and will be completed this year. Connected sidewalks will run all the way to Hop Meadow Country Club and West Street. Come fall in love with this special home today.

293 Firetown Rd, Simsbury

$450,000

3 Beds ⋅ 2 Baths ⋅ 24188782 MLS

Beautifully built, dormered Cape style home on a level corner lot in a sought after neighborhood of well maintained properties. Walk to A-Rated schools and enjoy easy access to parks, recreation, and the vibrant downtown with shops, cafes, restaurants, and the public library. Close to the International Skating Center of Connecticut (ISCC) and a short drive to Bradley International Airport. Inside, the home offers 6 rooms with a light, airy feel. The front to back living room features a nice Bay window and also a Large picture window on the opposite end, Fireplace and gleaming hardwood floors, A large eat-in kitchen overlooks the backyard, while the family room offers built in cabinetry and direct access to the yard, perfect for indoor/outdoor living. The formal dining room with closet is currently used as a convenient first-floor bedroom. A half bath on the main level adds practicality, upstairs you'll find a full bath and two generously sized bedrooms. The property includes an attached garage and a nice paved, long driveway for plentiful off street parking. Improvements include, a New septic system, New Water Heater, Newer roof, Recent tree removal to minimize future maintenance and risk. Come See why this is truly Home Sweet Home!

17 Carver Cir, Simsbury

$479,000

3 Beds ⋅ 2 Baths ⋅ 24188289 MLS

Walkable Simsbury neighborhood * Latimer Lane district * Hardwood floors * 2 Tier Deck * Private level yard * Generator included. Welcome to 6 David Drive! This beautifully maintained Castellani-built split-level home is truly move-in ready, offering 3 bedrooms, 2 full baths, and thoughtful updates throughout. The renovated kitchen is filled with natural light and features granite countertops, a center island with seating, abundant cabinetry, and tile flooring. The dining room includes a charming built-in hutch and French sliders leading to an expansive two-tier deck, patio and a level, fully fenced backyard-perfect for entertaining or relaxing. The spacious living room showcases hardwood floors, a pellet stove fireplace with a beautiful mantel, picture window and a ceiling fan. Upstairs are three generously sized bedrooms, including a primary bedroom with a walk-in closet, and an updated full bath featuring Corian countertops and new fixtures. The lower level offers a comfortable family room with tile flooring, a second full bath, and a convenient laundry area.

6 David Dr, Simsbury

$499,000

4 Beds ⋅ 2 Baths ⋅ 24188600 MLS

Welcome to this beautifully updated ranch tucked away in Simsbury's most sought-after central neighborhood! Offering the ease of one-level living with an exceptionally finished lower-level space, this move-in ready home has been thoughtfully updated from top to bottom with fresh paint, all new interior doors, freshly refinished hardwood floors, and custom craftsman-style trim around every door and window. The bright and inviting kitchen opens to an elevated deck overlooking protected, unbuildable open space, creating the perfect setting for morning coffee, outdoor dining, or entertaining. The walk-out lower level significantly expands the living space and features a huge recreation room, an additional bedroom, a full bathroom, and a custom laundry area. New french doors open to a beautiful paver patio and private backyard setting, seamlessly blending indoor and outdoor living. Complete with an attached one-car garage and an unbeatable location just a short walk to downtown Simsbury's shops, restaurants, parks, and community amenities, this turnkey home offers the perfect combination of updated finishes, flexible living space, and convenience in one of Simsbury's most desirable neighborhoods. Move right in and enjoy everything this exceptional property has to offer.

33 Carver Cir, Simsbury

$710,000

7 Beds ⋅ 3 Baths ⋅ 24187525 MLS

Spacious Colonial with First-Floor In-Law Suite and Pool on 0.92 Acres! This expansive 7-bedroom, 3-bath Colonial with an in-law/au pair suite offers 3,232 square feet of versatile living space on a lush 0.92-acre lot backing to a state forest, providing exceptional privacy and a serene natural setting. Designed for comfortable living and entertaining, this home offers abundant indoor and outdoor gathering spaces. The spacious family room features a cathedral ceiling with exposed beam, bay window, and gas stove, creating a warm and inviting atmosphere. For quieter evenings, relax in the living room by the fireplace. The dining room, with its bay window overlooking the deck, is ideal for everyday meals and special occasions alike. The updated kitchen offers ample cabinetry, leathered quartz countertops, tile backsplash, stainless steel appliances, a pantry cabinet, and an eat-in area. The first-floor primary suite includes his-and-hers closets, a private ensuite bath with a walk-in closet and direct access to a private deck and hot tub. The first-floor in-law/au pair suite features a private entrance, three bedrooms (one currently used as an office) and a full bath with walk-in shower, offering flexibility for a variety of living arrangements. The main level also includes a laundry room with utility sink and an additional office with peaceful forest views, creating an ideal work-from-home environment. Upstairs are two additional bedrooms, a full bath, and a third bedroom

36 Woodside Cir, Simsbury

$524,900

4 Beds ⋅ 3 Baths ⋅ 24187397 MLS

Welcome home to 8 Lawton Drive, a warm and inviting home tucked away on a quiet cul-de-sac in a peaceful yet convenient setting. Step inside to find beautiful hardwood floors, a bright open floor plan, and an updated kitchen designed for everyday living and effortless entertaining, complete with an expansive island at the heart of the home. Thoughtful updates provide comfort and peace of mind, including newer windows, an updated roof (2017), a new furnace in 2023, a new tankless water heater in 2023, new central air in 2023, house freshly painted, and newer driveway. The primary bedroom features its own full bath, while the three additional bedrooms are generously sized. The walkout lower level offers even more living space with a large family room and fireplace, perfect for relaxing, gathering, or creating a flexible recreation area. Outside, the large, 1+ acre level lot is ideal for sports, pets, gardening, entertaining, or simply enjoying plenty of room to play. With its combination of updates, space, comfort, and location, this home is ready to welcome its next owner.

8 Lawton Dr, Simsbury

$350,000

3 Beds ⋅ 1 Baths ⋅ 24186996 MLS

Fantastic Colonial with charming front porch offering low maintenance, vinyl siding, newer windows and public water and sewer. Easy walk to library, charming town of Simsbury restaurants, fun stores and Rails to Trails. This home is located in popular Pine Hill area! Updated kitchen with SS appliances, breakfast bar and sliders to fenced in patio. A large breakfast nook or dining room is available for easy living. The Livingroom is right off the kitchen with door to front porch. On the 2nd level there are two bedrooms with hardwood floors and a full bath. On the third floor, there are two rooms offering flexible space that could serve as guest quarters, home office or private retreat. Town is assessing property $31,500 for the newer sewer lines and roads which have already been installed. This assessment will be the buyer's responsibility to pay in installments as arranged by the association. ***The seller will contribute $7500.00 toward the sewer lien at closing. The assessment will be for 15 years with an annual payment of $2093.52. Please call Town of Simsbury to verify payment and for further information. Come enjoy a perfect blend of neighborhood comfort and convenience!!

7 Middle Ln, Simsbury

$875,000

4 Beds ⋅ 5 Baths ⋅ 24186151 MLS

Rustic Expanded Contemporary Cape designed for entertaining. Over 4500 sq ft boasts country kitchen, with wood island and additional breakfast bar, spacious and tons of storage, SS appliances, cozy FP in Expansive 35' x 45' sunken family room with vaulted ceiling and fireplace - Bring your decorating ideas! Working from home? Get to work in your private office on the main floor. Relax in the evening in Primary suite with full bath. Invite the neighbors for a pool party and have them stay to watch the stars on the patio. Cedar closet in LL. Laundry on main floor. There is a enclosed sunroom overlooking a fenced yard with playscape and garden areas with fruit trees in this well planned approx 1 acre lot. 2 sheds. Minutes to elementary school, shops and trails.

7 Nod Brook Dr, Simsbury

$564,900

4 Beds ⋅ 3 Baths ⋅ 24185826 MLS

Welcome home to 47 Westledge! A quintessential New England colonial that offers space, comfort, and exceptional updates throughout. Featuring 4+ bedrooms and 3 beautifully remodeled full bathrooms designed in today's style. The versatile first floor includes an ideal au pair or guest suite complete with a fireplace, cedar closet, and full bath, while an additional den/office is located off the kitchen. Upstairs you'll find four generously sized bedrooms, including a spacious primary suite, along with hardwood floors that extend throughout all of the home. Major improvements provide peace of mind for years to come, including a septic system (2012), oil tank (2019), rear roof (2020), garage doors (2020), windows (2021), hot water heater (2016), and well water system (2016). The kitchen is equipped with a double oven (2019), dishwasher (2018), and a new washer and dryer (2025). The partially finished lower level offers a great recreation/media room, while the private backyard is perfect outdoor oasis for relaxing, and entertaining in the Kloter Farm gazebo. Enjoy a desirable West Simsbury location with conservation land and walking trails just across the street, and easy access to Tulmeadow Farm, Flamig Farm, Simsbury Farms Recreation Center. This inviting home with an adaptable layout, modern updates, and an outstanding location is truly a must see!!!

47 Westledge Rd, Simsbury

$259,000

3 Beds ⋅ 1 Baths ⋅ 24182137 MLS

Welcome to an exceptional opportunity in the heart of Simsbury Center! Perfectly situated on a quiet street just steps from downtown, this classic Colonial offers the ideal blend of convenience, charm, and potential. Enjoy walking distance to local shops, restaurants, Iron Horse Boulevard, the Simsbury Meadows Performing Arts Center, the Farmington Valley Greenway, and a wonderful playground. This 3-bedroom, 1-bath home features solid oak hardwood flooring throughout and has been thoughtfully updated with newer windows, roof, and furnace. The spacious kitchen offers abundant cabinetry and counter space, providing a great foundation for your personal updates and design ideas. Adjacent to the kitchen is a fully enclosed porch, creating versatile living space ideal for a home office, playroom, reading nook, or sunroom. The bright and inviting living room flows seamlessly from the kitchen, creating a comfortable layout for everyday living and entertaining. Outside, you'll find a large, level backyard complete with a patio-perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing in your own private outdoor space. Whether you're a first-time buyer, downsizing, or looking for a home, you can make your own, this property offers an unbeatable location and endless possibilities in one of Simsbury's most desirable neighborhoods.

38 Woodland St, Simsbury

$350,000

4 Beds ⋅ 2 Baths ⋅ 24183344 MLS

Welcome to this ideally located home in the heart of Simsbury, where charming small-town living meets everyday convenience. Set on nearly an acre of land and situated on a desirable corner lot, this property offers easy access from a quiet side street while placing you just moments from Simsbury's quaint shops, popular restaurants, Simsbury Meadows Performing Arts Center, the iconic Flower Bridge, and the scenic Rails-to-Trails path. Inside, the home features a spacious living room with a fireplace, a formal dining room with elegant French doors, and a kitchen that opens to a bright sunroom. Step outside to a large deck overlooking the expansive backyard, complete with an above-ground pool-perfect for enjoying the summer season. The main level includes two bedrooms and one full bath, while the lower level offers two additional rooms previously used as bedrooms, and another full bath. With a little TLC, the lower level can offer plenty of extra room for guests, a home office, or storage. Lovingly owned by the same family for more than 30 years, this home is ready for its next chapter - imagine the possibilities! Offered as-is, it presents a wonderful opportunity for buyers to bring their vision and make it their own while enjoying an exceptional location close to everything Simsbury has to offer.

1079 Hopmeadow St, Simsbury

$574,900

4 Beds ⋅ 3 Baths ⋅ 24183378 MLS

Nestled in one of Simsbury's most desirable neighborhoods, this well-maintained & well-loved home offers a perfect blend of privacy, convenience, & comfort. It offers 4 upper level bedrooms & 3 full baths with one full bath on the main level. Located in the Latimer Lane Elementary School district, you'll enjoy a tucked-away setting while remaining just minutes from shopping, dining, & everyday amenities. Significant updates provide peace of mind, including a newer roof (2017), Harvey thermopane windows, Roth oil tank (2017), boiler (2019), & a newer well water pump (2020). The home features a spacious & inviting floor plan highlighted by an impressive 23' x 21' family room with vaulted ceiling, skylights, wood-burning stove, abundant windows, & a sliding door leading to the patio & private level backyard. A first-floor office offers classic charm with wood paneling, built-in bookcases, & a fireplace-ideal for working from home, doing homework, or a cozy den. The upper-level laundry adds everyday convenience. The primary bedroom includes a private balcony/deck overlooking the backyard, creating a peaceful retreat. Outdoor living is enhanced by a lovely rear patio & large storage shed with a garage door, perfect for tools, equipment, or hobby space. The finished lower level has a 4th fireplace & more built-ins...a great space for recreation of all kinds. Simsbury consistently ranks as one of the best places to live in CT, frequently placing in the top 10 statewide.

74 Blue Ridge Dr, Simsbury

$368,900

3 Beds ⋅ 2 Baths ⋅ 24184216 MLS

Welcome home to this beautifully maintained ranch in one of Simsbury's most sought-after neighborhoods. Offering the ease of single-floor living, this home features a bright, open layout designed for both everyday comfort and entertaining. The inviting living room showcases a fireplace, built-ins, and sliders leading to the private backyard. A family room with private entry and door provides additional flexible living space, and the primary bedroom includes its own convenient half bath. Hardwood floors run throughout most of the home, complemented by thermopane windows and central air. The partially finished lower level offers extra space for a home gym, equipped with wall mirrors and a ballet bar. Situated on a level .35-acre corner lot with a privacy fence, this home is located on a popular neighborhood street known for its strong sense of community and annual gatherings. Recent updates include a new furnace, central air unit, and coil installed in winter 2025. Conveniently located near shopping, schools, restaurants, and major commuter routes. A complete list of upgrades is available. Property is being sold as-is.

47 Hayes Rd, Simsbury

$439,000

3 Beds ⋅ 2 Baths ⋅ 24183063 MLS

Enjoy the summer in this charming 3-bedroom, 2-bath ranch with inground pool! The main level offers cozy living room appointed with bow window, built in bookshelves, hardwood flooring, fireplace with open flow to the dining area and sunroom boasting lots of glass, vaulted ceiling heights and skylights. Kitchen offers built ins, and island for casual dining, primary bedroom with vaulted ceilings, palladium window overlooking serene rear yard, and hardwood flooring, 2 additional bedrooms also with hardwood flooring and full bath with spacious linen closet complete this level. The recently renovated lower level offers additional 600 square feet of living space with versatile rec room, office or flex space with walk out to rear yard, second full bath, laundry room and mechanical room. Additional amenties include atttached garage, new well bladder tank, 2 sheds and fenced lot!

37 Deer Park Rd, Simsbury

$499,900

3 Beds ⋅ 3 Baths ⋅ 24179611 MLS

Best and Final offers due by 6/20 at 5pm. Welcome to 48 Quorn Hunt, a beautifully maintained home nestled on a quiet cul de sac street in one of West Simsbury's most sought-after neighborhoods. Thoughtfully updated over the years, it balances classic character with the kind of modern improvements that make daily life easier. Inside, hardwood floors run through the formal living room with fireplace, dining room, and bedrooms. A warm family room with a second fireplace, a sunlit eat-in kitchen, and a primary bedroom with walk-in closet and en suite bath complete the living spaces. The finished lower level has its own heat zone and works well as an office, gym, media room, or play space. Outside, the backyard is a real highlight. Years of careful landscaping have created a private, park-like retreat with mature hollies, evergreens, dogwoods, viburnums and rhododendrons that look beautiful year round. A charming gazebo with floating deck (2025) and a three-season porch with walls of windows overlooking the grounds make it an easy place to slow down, host friends, or unwind at the end of the day. Ample outdoor storage with three sheds, including dedicated firewood storage, completes the picture along with an irrigation system and generator ready! Just as important is what you don't see: this home has been steadily and professionally cared for. Recent improvements include a roof (2017), new septic tank (2019), high-efficiency oil boiler and indirect water

48 Quorn Hunt Rd, Simsbury

$594,900

4 Beds ⋅ 3 Baths ⋅ 24177271 MLS

Welcome to 7 Banbury Road, a beautifully maintained Raised Ranch nestled in the sought-after Mountain Farms neighborhood of West Simsbury. Offering 5 bedrooms (including 1 below grade), 3 full baths, and a versatile layout filled with natural light, this home perfectly blends comfort, functionality, and everyday convenience. The main level features a bright and sunny living room that flows seamlessly into the dining area and spacious kitchen. Designed with both style and practicality in mind, the kitchen showcases floor-to-ceiling cabinetry, a breakfast bar, and a charming bay window that fills the space with natural light. Just off the kitchen is a warm and inviting family room with a vaulted ceiling and french doors leading directly to the Trex deck, perfect for relaxing or entertaining outdoors. - an ideal setting for morning coffee, outdoor dining, or entertaining guests while overlooking the backyard. The main floor also offers four generously sized bedrooms, including a primary suite complete with its own private full bath, along with an additional full bathroom for added convenience. The finished lower level expands the living space with nicely defined areas including a bedroom, full bath, laundry area offering excellent flexibility for guests, extended living arrangements, a home office, gym, or recreation space. An additional area provides potential for a future kitchenette with the addition of a sink, creating the possibility for an in-law style setup.

7 Banbury Rd, Simsbury

$1,395,000

4 Beds ⋅ 2 Baths ⋅ 24176468 MLS

Discover the perfect blend of country living and modern convenience with this rare 14.75-acre estate nestled in one of Connecticut's most sought-after communities. Offering exceptional privacy and endless possibilities, this remarkable property is ideal for those seeking to create a refined or hobby farm, equestrian retreat, or simply enjoy a peaceful lifestyle surrounded by nature. The spacious 2,432 sq. ft. home features 4 bedrooms and 2 full bathrooms, providing comfortable living space for a growing family, multigenerational living, or work-from-home flexibility. While the setting feels wonderfully secluded, the property is just minutes from top-rated Simsbury schools, dining, shopping, and everyday conveniences. Set on 14.75 private acres, the land offers ample space for horses, gardens, farming pursuits, outdoor recreation, or future expansion. Adding to its unique appeal, the backyard directly borders the iconic Metacomet Trail, part of the New England National Scenic Trail system, offering immediate access to miles of scenic hiking trails and breathtaking views of the Farmington Valley. Whether you envision an active outdoor lifestyle, a private country-side retreat, or a property where your hobbies and passions can flourish, this extraordinary estate offers the perfect canvas to bring your vision to life.

2 Quarry Rd, Simsbury

$549,995

4 Beds ⋅ 5 Baths ⋅ 24175704 MLS

Welcome to 19 Westridge Drive in a very desirable area of beautiful Simsbury! This spacious 4-bedroom, 3.5-bath Colonial boasts beautiful hardwood floors that flow throughout much of the home, creating warmth across the generous living spaces designed for both everyday living and entertaining. The thoughtfully designed layout features spacious rooms throughout, including a desirable first-floor bedroom setup with FULL in-law potential and its own central air conditioning for year-round comfort. The well-appointed kitchen offers plenty of space for cooking and gathering, while multiple living and entertaining areas provide versatility to fit a variety of needs and lifestyles. The finished walk-out lower level adds valuable additional living space, perfect for a recreation room, home office, gym, media room, or play area, while still offering an abundance of storage. Additional highlights include a full home generator for added peace of mind, and flexible living options ideal for multigenerational living or extended guests. Conveniently located close to Simsbury's highly regarded schools, shopping, dining, parks, walking trails, and commuter routes, this home offers the ideal combination of location, space, and functionality. A wonderful opportunity to own a spacious home in one of Simsbury's most sought-after neighborhoods. Newer roof 2021. New well expansion tank. Schedule your private viewing now!

19 Westridge Dr, Simsbury

$364,900

3 Beds ⋅ 1 Baths ⋅ 24163845 MLS

Welcome to this charming and remodeled 3 bed/1 bath cape in Simsbury! The kitchen has been updated with quartz countertops, new fabuwood all wood shaker cabinets, and new stainless steel appliances. Wood floors throughout the main level, and new light fixtures throughout. 2nd floor has 3 bedrooms with new carpeting. Additional 250 sq feet in the basement with a fireplace, with an easy access walkout door to the backyard. 2 car detached garage with new garage doors and openers, and a spacious driveway for plenty of extra parking. Close to several restaurants and everything Simsbury has to offer. Excellent school system! Come and see this one today!

25 Mountain Rd, Simsbury

$799,900

8 Baths ⋅ 24122704 MLS

Fantastic mixed-use investment opportunity with three buildings totaling 9,189 sq ft in a prime, high-traffic location along Route 202/Route 10. The property offers a blend of retail, office, service, and residential space with a mix of stable tenants and multiple vacancies ready for lease-up or owner use. Building 1 features a beauty salon and second-floor office space with 5 offices and a half bath. Building 2 includes the Weatogue Post Office, a former second-floor dentist office with multiple exam rooms and baths, a ground-floor office suite with reception, conference, and private offices, plus a standalone office with an open floor plan. Building 3 includes a barber shop and a 2-bedroom, 1-bath apartment above (occupied, no lease). Utilities include oil, electric, and gas heating systems with central air in most spaces (conditions vary). City water/sewer serve the majority of units, with some on septic. With excellent visibility, strong traffic counts, and a versatile mix of income streams, this property presents a rare chance to acquire a well-located, income-producing asset with immediate upside potential in one of the Farmington Valley's most desirable communities.

368 Hopmeadow St, Simsbury

Browse All Simsbury CT Historical Properties for Sale

Simsbury Historical Real Estate